Catalytic Asymmetric Bromination and Chlorination ofβ-Ketoesters
摘要:
The first general catalytic asymmetric bromination and chlorination of β-ketoesters has been developed. The reactions proceed for both acyclic and cyclic β-ketoesters catalyzed by chiral bisoxazolinecopper(II) complexes giving the corresponding optically active -bromo- and -chloro-β-ketoesters in high yields and moderate to good enantioselectivities. For the optically active chlorinated products the isolated yields are in the range of 88–99% and the enantiomeric excesses up to 77% ee, while the optically active brominated adducts are formed in 70–99% isolated yield and up to 82% ee. Based on the absolute configuration of the optically active products, the face selectivity for the catalytic enantioselective halogenation is discussed
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DOI:
10.1002/chem.200305759
被引量:
年份:
2004
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